The activation of N-hydroxy compounds by μ-oxo-bis-[tris-(dimethylamino)-phosphonium] bis-tetrafluoroborate |
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| Authors: | I.J. Galpin P.F. Gordon R. Ramage W.D. Thorpe |
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| Affiliation: | The Robert Robinson Laboratories, The University of Liverpool, L69 3BX, England |
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| Abstract: | A study is made of the effect of 1-hydroxybenzotriazole on μ-oxo-bis-[tris(dimethylamino)-phosphonium]-bis-tetrafluoroborate 1 during amide bond formation. The reagent 1 is used to activate phenylhydroxamic acid towards a Lossen-type rearrangement and bring about Beckmann rearrangement of ketoximes under mild conditions. Both syn- and anti-benzaldoxime give benzonitrile by elimination. |
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